RETRORSINE
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Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281743
Name
RETRORSINE
IUPAC name
(5R,6S,9a1R,14aR,Z)-3-ethylidene-6-hydroxy-6-(hydroxymethyl)-5-methyl-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione
SMILES
C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O)C
Molecular formula
C18H25NO6
Molecular weight
351.40 g/mol
Monoisotopic mass
351.1682 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Jacobaea erucifolia (L.) G.Gaertn., B.Mey. & Scherb. subsp. erucifolia | flower | - |
Ferry, S., Brazier, J.L. (1976). Some indigenous Senecio alkaloids. 2. indentification and structures. Ann Pharm Fr, 34, 133-138
|
| Senecio inaequidens DC. | - | - |
Bicchi, C., Rubiolo, P., Frattini, C., Sandra, P., David, F. (1991). Off-line supercritical fluid extraction and capillary gas chromatography of pyrrolizidine alkaloids in Senecio species. J Nat Prod, 54(4), 941-945 doi:10.1021/np50076a003
|
| Senecio inaequidens DC. | aerial parts | - |
Rubiolo, P., Pieters, L., Calomme, M., Bicchi, C., Vlietinck, A., Vandenberghe, D. (1992). Mutagenicity of pyrrolizidine alkaloids in the salmonella typhimurium/mammalian microsome system. Mutat Res, 281(2), 143-147 doi:10.1016/0165-7992(92)90050-r
|
| Senecio ovatus (G.Gaertn., B.Mey. & Scherb.) Willd. subsp. alpestris (Gaudin) Herborg | aerial parts | - |
Wiedenfeld, H., Pastewka, W., Stengl, P., Roder, E. (1981). On the gas-chromatographical determination of the pyrrolizidine alkaloids of some Senecio-species. Planta Med, 41, 124-126
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Ferry, S., Brazier, J.L. (1976). Some indigenous Senecio alkaloids. 2. indentification and structures. Ann Pharm Fr, 34, 133-138
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Tschu, S., Koluch, J., Santavy, F. (1960). Alkaloids of Senecio vulgaris. Collect Czech Chem Commun, 25(3), 934-939
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Willaman, J.J., Schubert, B.G. (1961). Alkaloid bearing plants and their contained alkaloids.
|
| Senecio vulgaris L. subsp. vulgaris | aerial parts | - |
Luthy, J., Heim, T.H., Schlatter, C.H. (1983). Transfer of [3-h]pyrrolizidine alkaloids from Senecio vulgaris L. and metabolites into rat milk and tissues. Toxicol Lett, 17(3/4), 283-288 doi:10.1016/0378-4274(83)90239-4
|